WinterPark

Navigating Grand County’s Short-Term Rental Regulations

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What Every Homeowner Needs to Know in 2026 If you own property in Grand County — or you’re thinking about purchasing — one of the first questions that comes up is: what does it actually take to legally operate a short-term rental here? It’s a fair question. And if you were hoping for a simple, … Read more

From One Property to Over 1,600 Homes Nationwide

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SkyRun Looks Back on 22 Years of Disciplined, ‘Brick by Brick’ Growth, as the All-American Company Plans and Prepares for Continued Expansion In 2024, SkyRun Vacation Rentals celebrated 20 years in the vacation rental management industry. For the previous two decades, the company remained dedicated to a disciplined, brick by brick, approach to organic growth. … Read more

Understanding Short Term Rental Ownership: What to Know Before Buying a Vacation Rental Property

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Buying a vacation rental property is often seen as the first step to building a real estate portfolio that generates passive income for years to come. With vacation rental usage and ownership surging over the last several years, vacation home ownership is becoming one of the most popular avenues for real estate investing. This guide … Read more

Local Favorites, Secret Stashes, & Must-Ski Terrain

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A Winter Vacation Guide to Winter Park, Colorado Winter Park is the kind of mountain town locals quietly recommend and seasoned skiers return to year after year. It’s approachable without being boring, challenging without the ego, and packed with terrain and winter experiences that reward those who know where to look. If you’re planning a … Read more

Turn Your New Build in Grand County into a High-Performing Vacation Rental

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Welcome to Grand County, where mountain living meets endless opportunity.If you’ve just completed a new build in Winter Park, Fraser, Granby, or Grand Lake, now is the perfect time to transform your home into a high-earning vacation rental. Between Colorado’s year-round adventure tourism, growing demand for mountain getaways, and strong short-term rental (STR) returns, homeowners … Read more

Everything You Need to Know About Skiing at Winter Park Resort, Colorado

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2 Min Read Everything You Need to Know About Skiing at Winter Park Resort, Colorado Planning a ski trip to Winter Park Resort? Whether you’re a first-timer, a blue-run cruiser, or a powder-chasing expert, Winter Park has terrain for just about every type of skier and snowboarder. With more than 3,000 skiable acres, seven unique … Read more

Fall in Rocky Mountain National Park: A Magical Autumn Escape

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As the summer crowds fade and the first chill of autumn fills the air, Rocky Mountain National Park (RMNP) transforms into one of the most breathtaking fall destinations in the world. Vibrant golden aspens blanket the hillsides, elk bugling echoes across the valleys, and crisp mountain air invites you to slow down and soak it … Read more

A Guide to Grand County in Every Season

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Discover Year-Round Adventure in Colorado’s Scenic Playground High in the Colorado Rockies, in the tranquil mountain basin of Middle Park, lies Grand County, a natural paradise that beckons to outdoor enthusiasts looking for adventure. No matter when you visit, Grand County offers year-round alpine activities to enjoy. As your local experts, SkyRun is here to … Read more

SkyRun Named Among Top New & Emerging Franchises

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SkyRun is proud to announce we’ve once again been named one of Entrepreneur magazine’s Top New & Emerging Franchises for 2025. Only 150 franchisors earn this distinction each year, and we’re honored to be named among the other successful franchisors who have also earned a spot on this year’s list. As shared by the Entrepreneur team, companies named to … Read more

SkyRun Names 2025 Best of Brand Honorees

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SkyRun awards top-performing locations as part of their Best of Brand Program The time has come to honor the best of the best in the SkyRun family. Our Best of Brand distinction is given to those SkyRun locations who go above and beyond in operating their vacation rental business. To be eligible to win, locations … Read more

2025 Annual SkyRun Conference

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SkyRun Locations from Across the Country Gathered in Denver for the Company’s Annual Conference. More than 20 SkyRun franchises were represented at our three-day annual conference, along with numerous vendors from leaders in the vacation rental space. We take this time to gather every year not only to share new ideas, learn new strategies, and … Read more

Short-Term vs. Long-Term Rentals

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Which is the Best Option for Your Second Home? If you own a second home, chances are you’ve considered renting it as a way to earn extra income. But with that thought comes a lot of questions – first and foremost is whether to rent it on a short-term basis or on a long-term basis. … Read more